Process of condensing gallocyanins with amins.



' it might he.

Cll.-\RLES Ill-l lllRPli, U1 BJiSlTL GF QONDEi-YSKNG G Application filed July 6, 1.907.

Specification of Letters Patent.

FATENT EFEQE.

.RLA. ND.

l, ill" lLCiSlilh.

Patented Sept. 1., 1908.

Serial No. 382.539.

To all 1 7mm it may concern:

Be it known that l. {THAI-11E DE LA Him-1i, chemist. aeitizen of The Swiss Republic. and l resident of Basel. Switzerland. have lllYGI'llGil new and useful improvements in ihe Meow iaci'ui'e of Pondensntion Products of Gallo-- e nmins with ,l-lmins, of which the following 3 is a lull. (lea-r, and complete specification.

It is known that gidloeymiins can be condensed with 21mins and that during the prooonly hall the galloeyonin that used is ('ondei'ised. while the othei' hall is reduced by the eliminated l'iydrogen. T he yield of aniino-compmind is therefore only half what hen itis attempted to avoid this objection by adding an oxidizing agent to the mixture, the desired result not atmined because the oxidizing agentis coni some-d in oxidizing the smin.

The present invemion relates to a method whereh the reduction of the gallocyanin can be minimized or orex'ented and consists in conducting the condensation in presence .of j an aromatic nitroh vdrocnrhon. 1

The proportion of the RltIO-fiOl'llPOUllQl ii: is used may be varied withii'i wide limits.

Example I. 50 kilos of the gnllocya-nin made from nitrosodimethylanilin and gallic acid, are introduced into mixture of kilos of anilin and 120 kilos of nit-robenzene: ihe mixture is heated 100 C. for 4 hours, while siii'ring well: 100 kilos of nitrohenzene are. now added. the mixture is liltei'ed and the solid product washed with alcohol and dried. T he latter has the known properties, dissiiilving in concentrated sulfuric acid to a Viol soluiion which when heated yields the dyestull l-mown in the trade as dolphin blue.

Example ll. kilos of the gnllocyanin acid are introduced into zi mixture of 130 kilos of pmmtoluidin and 20 kilos of dinitrobenzene. and the whole is heated at (T. for l hours while stii'l'ii'ig well; 100 kilos of 5 made from nitrosodiethylonilin and gnllamic 9 alcohol are nowedded, the mass is allowed to cool and filtered and the solid product is washed with. alcohol and dried.

Example ill. :30 kilos of the gallocynnin made from nitrosodimethyhimlin and gallamic acid are inn'c'iduced into a mixture of 1-50 kilos of smilin and ill kilos of crude triniti'onoplrihulene mode by heating lllOlllrlllUU- naphthalene with a mixture of nitric acid and sulfuric. acid. The whole is heated at (7. for 4 hours, while stirring; well; 1

of alcohol E'A-YQ then added, 21 store is filtered and the solid product washed with alcohol and dried.

in the foregoing examples, other gallomini is:

i. making amino-com pounds, s n eondimsing a gallocyenn: wit" an i 1n iii he presence of an 00 kilos 5 Ecysnins and smins may be substituted for 0 1 those named. 

